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Director of Program Delivery & Technology Enablement, Learning & Development

MassMutual

MassMutual

IT
Springfield, MA, USA
USD 118,900-156k / year
Posted on Oct 7, 2025

Director of Program Delivery & Technology Enablement, Learning & Development

Full-Time, Springfield, MA (Hybrid)

The Opportunity

As the Director of Program Delivery & Technology Enablement, you will lead the design and implementation of cutting-edge learning experiences that empower MassMutual employees to grow and thrive. You will operate in a dynamic, forward-thinking environment where innovation, collaboration, and impact are at the forefront. You will have high autonomy and influence, overseeing a team of learning and technology professionals, and will be responsible for shaping the future of learning through the integration of emerging technologies and data-driven strategies.

The Team

Our team consists of diverse roles all working to create industry-leading learning experiences. Key competencies include adaptability, creativity, and a strong commitment to continuous improvement. Each day we come to work willing to laugh and have fun! Driven by a passion for growth and development, our culture is agile, collaborative, and encourages curiosity and innovation every day. We work closely with stakeholders across the organization, from new hires to senior leaders, to meet evolving business needs. We are dedicated to blending cutting-edge technology with learning professionals to deliver the best solutions, ensuring our business thrives!

The Impact:

  • Lead execution of Operations wide L&D programing, with a focus on digital experience, leadership development, and skills transformation.

  • Develop and deliver an innovation learning technology roadmap, in partnership with enterprise L&D and Enterprise technology to keep Operations a step ahead of competitors, including AI, VR/AR, and adaptive learning platforms.

  • Leverage creative capacity solutions to increase program offerings with a focus on risk mitigation.

  • Collaborate and influence senior leaders to align learning strategies with business goals and workforce needs.

The Minimum Qualifications

  • Bachelor’s degree in IT, Learning Technologies, Instructional Design, or related field.

  • 3+ years of IT, technology, or product owner experience

  • 3+ years in a leadership role

  • 3+ years experience implementing enterprise learning technologies and platforms.

  • 3+ years experience leading cross-functional teams and managing large-scale projects

  • 3+ years experience managing variable capacity strategies

The Ideal Qualifications

  • Master’s degree in IT, Learning Technologies, Instructional Design, or related field.

  • Experience leading the deployment of AI-driven learning solutions, including VR/AR technologies and Learning Experience Platforms (LXPs), across the department to enhance engagement, personalization, and performance outcomes.

  • Familiarity with agile methodologies and design thinking in program development.

  • Strong communication, change management, and stakeholder engagement skills.

  • Passion for innovation, inclusion, and continuous improvement in learning.

What to Expect as Part of MassMutual and the Team

  • Regular meetings with Learning and Development Leaders

  • Focused one-on-one meetings with your manager

  • Networking opportunities including access to Asian, Hispanic/Latinx, African American, women, LGBTQIA+, veteran and disability-focused Business Resource Groups

  • Access to learning content on Degreed and other informational platforms

  • Your ethics and integrity will be valued by a company with a strong and stable ethical business with industry leading pay and benefits

#LI-JLH3

Salary Range:

$118,900.00-$156,000.00

At MassMutual, we focus on ensuring fair equitable pay, by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component.

Why Join Us.

We’ve been around since 1851. During our history, we’ve learned a few things about making sure our customers are our top priority. In order to meet and exceed their expectations, we must have the best people providing the best thinking, products and services. To accomplish this, we celebrate an inclusive, vibrant and diverse culture that encourages growth, openness and opportunities for everyone. A career with MassMutual means you will be part of a strong, stable and ethical business with industry leading pay and benefits. And your voice will always be heard.

We help people secure their future and protect the ones they love. As a company owned by our policyowners, we are defined by mutuality and our vision to put customers first. It’s more than our company structure – it’s our way of life. We are a company of people protecting people. Our company exists because people are willing to share risk and resources, and rely on each other when it counts. At MassMutual, we Live Mutual.

MassMutual is an equal employment opportunity employer. We welcome all persons to apply.

If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.

At MassMutual, we focus on ensuring fair, equitable pay by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component. For more information about our extensive benefits offerings please check out our Total Rewards at a Glance.